Phosphorus pentachloride → 4-chloro-2,2-dimethyl-3H-1,3-benzoxazine

HRID 381255

반응식

HRID 381255 반응식
[CH3:1][C:2]1([CH3:13])[NH:7][C:6](=O)[C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[O:3]1.P(Cl)(Cl)(Cl)(Cl)[Cl:15]>O=P(Cl)(Cl)Cl>[Cl:15][CH:6]1[C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[O:3][C:2]([CH3:13])([CH3:1])[NH:7]1

참가 물질

4

반응물 2

HCID 24819Phosphorus pentachlorideHCID 7174282,2-dimethyl-3,4-dihydro-2H-1,3-benzoxazin-4-one

생성물 1

HCID 222447204-chloro-2,2-dimethyl-3H-1,3-benzoxazine

시약·촉매·용매 1

HCID 24813Phosphorus oxychloride용매

실험 절차

A solution of 2,2-dimethyl-4-keto-1,3-benzoxazine (1.77 g, 10.0 mmol) and PCl5 (2.09 g, 10.0 mmol) in POCl3 (3.0 mL) was stirred at RT for 1 h then at 50-60° C. for 2 h. The reaction was concentrated and the product distilled (90-95° C./2-3 mm Hg) to afford 4-chloro-2,2-dimethyl-3H-1,3-benzoxazine. (0.496 g, 25%) as a clear oil: 1H NMR (CDCl3, 300 MHz, ppm) 7.58 (d, 1H), 7.48 (m, 1H), 6.97 (m, 1H), 6.94 (d, 1H), 1.63 (s, 6H).

후처리

  1. concentrationThe reaction was concentrated
  2. distillationthe product distilled (90-95° C./2-3 mm Hg)

출처 및 근거

ORD 기록
ord-ead02719994342e38f90758e4574baa7
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06306840B1

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